ChemFOnt: Showing chemical card for Pectolinarigenin (CFc000334007)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:14:41 UTC

Chemfont ID

CFc000334007

Molecule Identification

Common Name

Pectolinarigenin

Definition

Pectolinarigenin, also known as 5,7-dihydroxy-4',6-dimethoxyflavone or 4'-methylcapillarisin, is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, pectolinarigenin is considered to be a flavonoid lipid molecule. Pectolinarigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Pectolinarigenin can be found in sunflower and tarragon, which makes pectolinarigenin a potential biomarker for the consumption of these food products. Pectolinarigenin is a Cirsium isolate with anti-inflammatory activity and belongs to the flavones .

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4'-Methylcapillarisin	ChEBI
5,7-Dihydroxy-4',6-dimethoxyflavone	ChEBI
Scutellarein-6,4'-dimethyl ether	ChEBI
5,7-Dihydroxy-6-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one	PhytoBank
4'-O-Methylcapillarisin	PhytoBank
4’-O-Methylcapillarisin	PhytoBank
5,7-Dihydroxy-4’,6-dimethoxyflavone	PhytoBank
5,7-Dihydroxy-6,4'-dimethoxyflavone	PhytoBank
5,7-Dihydroxy-6,4’-dimethoxyflavone	PhytoBank
6,4'-Di-O-methylscutellarein	PhytoBank
6,4’-Di-O-methylscutellarein	PhytoBank
6-Methoxy-4'-O-methylapigenin	PhytoBank
6-Methoxy-4’-O-methylapigenin	PhytoBank
6-Methoxyacacetin	PhytoBank
6-Methoxyapigenin 4'-methyl ether	PhytoBank
6-Methoxyapigenin 4’-methyl ether	PhytoBank
Capillarisin 4'-methyl ether	PhytoBank
Capillarisin 4’-methyl ether	PhytoBank
Hortensin	PhytoBank
Pectolarigenin	PhytoBank
Pectolinangenin	PhytoBank
Pectolinargenin	PhytoBank
Pectolinaringenin	PhytoBank
Pectolinariogenin	PhytoBank
Scutellarein 4',6-dimethyl ether	PhytoBank
Scutellarein 4’,6-dimethyl ether	PhytoBank
Scutellarein 6,4'-dimethyl ether	PhytoBank
Scutellarein 6,4’-dimethyl ether	PhytoBank

Chemical Formula

C₁₇H₁₄O₆

Average Molecular Weight

314.2895

Monoisotopic Molecular Weight

314.07903818

IUPAC Name

5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

pectolinarigenin

CAS Registry Number

520-12-7

SMILES

COC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C(OC)=C(O)C=C2O1

InChI Identifier

InChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)13-7-11(18)15-14(23-13)8-12(19)17(22-2)16(15)20/h3-8,19-20H,1-2H3

InChI Key

GPQLHGCIAUEJQK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

6-O-methylated flavonoids

Alternative Parents

Substituents

4p-methoxyflavonoid-skeleton
6-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
5-hydroxyflavonoid
7-hydroxyflavonoid
Chromone
1-benzopyran
Benzopyran
Anisole
Phenol ether
Phenoxy compound
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Ether
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dihydroxyflavone (CHEBI:81336 )
dimethoxyflavone (CHEBI:81336 )
Flavones and Flavonols (LMPK12111164 )

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Herb and spice

Oilseed crop

Sunflower (FooDB: FOOD00086)

Herb

Tarragon (FooDB: FOOD00019)

Not Available

EC 1.1.1.21 (aldehyde reductase) inhibitor (FooDB: )

Industrial application

Pharmaceutical industry

Antineoplastic agent

Cancer preventive (FooDB: )

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.043 g/L	ALOGPS
logP	3.27	ALOGPS
logP	2.69	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.1	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.86 m³·mol⁻¹	ChemAxon
Polarizability	31.98 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0128589

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007002

KNApSAcK ID

C00003838

Chemspider ID

Not Available

KEGG Compound ID

C17784

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5320438

PDB ID

Not Available

ChEBI ID

81336

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Pectolinarigenin (CFc000334007)

MOL for CFc000334007 (Pectolinarigenin)

3D MOL for CFc000334007 (Pectolinarigenin)

3D SDF for CFc000334007 (Pectolinarigenin)

3D-SDF for CFc000334007 (Pectolinarigenin)

PDB for CFc000334007 (Pectolinarigenin)

3D PDB for CFc000334007 (Pectolinarigenin)

SMILES for CFc000334007 (Pectolinarigenin)

INCHI for CFc000334007 (Pectolinarigenin)

Structure for CFc000334007 (Pectolinarigenin)

3D Structure for CFc000334007 (Pectolinarigenin)